Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks
This picture perfect Townhome is set on 17.5 acres on beautiful Oyster. Beautifully and meticulously designed, this Townhome has access to a swimming pool and tennis courts.
Oyster Pond Condominium Complex includes free tennis court, swimming pool, shuffle board, acres of lawn for kite flying, playing catch, and family fun. Wide range of excellent nearby restaurants from super casual on up. Restaurant listings available as are brochures on activities for adults and kids. All summer take your family to the famous Chatham Band Concert, Cape League baseball, and Summer Theatre. Sightseeing, whale watching, seals, cycling, beaches, golf, movies are all nearby. Small kids activities in Chatham also include a huge playground and a train museum, both right near a real fire station. Oyster Pond’s great location is nearby Chatham Main Street’s strolling and shopping.
Convenient walk to downtown Chatham location. Close to Atlantic Ocean, Nantucket Sound and Oyster Pond beaches, as well as golf and all the best Cape Cod has to offer.
Bring your canoe, kayak or Sunfish and use private dock on Oyster Pond providing access to the pond, Oyster River, Stage Harbor, Nantucket Sound, South beach, Monomoy Island and the Atlantic Ocean. Nearby Oyster River Boatyard offers power boat rentals.
Amenities include: Heated swimming pool, tennis; shuffleboard, patios, fully appointed kitchens, washer & dryer, gas grill, cable TV, full central air conditioning and heating, wireless internet, and more.
See other units we have available: listing #4208842 and #4209584
Town of Chatham permit STR-324.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
Chatham
Located in Chatham, this holiday home is near theme parks and on the beach. Chatham Windmill and Atwood House Museum are local landmarks, and some of the area's activities can be experienced at Chatham Seaside Links and Harwich Port. Chatham Marconi Maritime Center and Adventure Chatham are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with horse riding and cycling.
Hyannis, MA (HYA-Barnstable Municipal) - 39 min drive
Restaurants
Cumberland Farms - 3 min drive
Three Fins Coffee House & Cacao Factory - 3 min drive
Chatham Squire - 3 min drive
Pain D'avignon - 20 min walk
Marion's Pie Shop - 3 min drive
Frequently asked questions
Does Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks have a pool?
Yes, this property has a pool.
How much does it cost to stay at Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks?
As of 12 May 2026, prices found for a 1-night stay for 2 adults at Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks on 1 June 2026 start from AU$1,865, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks pet-friendly?
No, pets are not allowed at this property.
How much is parking at Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks?
On-site parking is available at the property.
What time is check-in at Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks?
Check-in begins at 3:00 PM.
What time is check-out at Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks?
Checkout is at 10:00 AM.
Where is Gorgeous Luxury Waterfront Retreat: Pool, Tennis, Pickleball, Kayaks located?
Nestled on the beach, this Chatham holiday home is 1.1 mi (1.8 km) from Chatham Drama Guild and 2 mi (3.3 km) from Cape Cod Beaches. Chatham Seaside Links and Veterans Field are also within 2 miles (3 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The property was exactly as photographed - no surprises at all. Beautifully furnished, very comfortable beds, kitchen was well equipped, location was very convenient, and the owner, Sarah, was very responsive. All 7 adults were very happy with the property. We’ll stay here again on our next trip to the Cape.
Paul B.
Stayed 7 nights in Sep 2023
Verified
10/10 Excellent
Sally S.
16 Jan 2018
A Wonderful Experience!
We could not have been happier with our stay- the "townhouse" was really a beautifully decorated and maintained home, with an unbelievable location. We were greeted by the property manager, and shown all the amenities- all the way to the boats for our use on the water. Our group of 4 couples usually don't return to a spot, but feel differently about this one. Cant wait to return!!!
Sally S.
Response from VrboOwner on 23 Mar 2020
So happy to hear that you loved our home. It is a special place and many of our guests come back year after year after year. We look forward to welcoming you back!
Not only was the house spacious and really well suited for me and my family, but the best part of the experience was how communicative and attentive our host was! She was able to answer questions and emails quickly. The property manager on-site also paid extra attention we had questions. The location of the house also couldn't be better! We loved having a pool but being near a beach was also great, and we loved all the shops and restaurants that were nearby. Thank you for the great experience!
Trisha N.
Stayed 7 nights in Jul 2023
Verified
10/10 Excellent
Liana R.
24 July 2018
Clean and Gorgeous Townhome Perfect for a Family!
This was the best vacation rental I've stayed in! The setup was ideal for traveling with multiple family members and young children, as there was plenty of space and beds for everyone to feel comfortable. The Townhome was so beautifully decorated, and impeccably clean-- it was like staying in a spread from a high end design magazine. The house is stocked with supplies -- so all you really need to bring is yourself and your clothing. There is a great view from this Townhome and Oyster Pond itself is pristinely manicured and a gorgeous setting for anybody looking to partake in swimming, fishing, tennis, or just relax. It's a very quick drive to the heart of downtown Chatham, a picturesque corridor with great shops, restaurants and bars. Oyster Pond is an ideal spot to stay even if you want to explore the rest of the Cape, such as a daily excursion to Provincetown or Martha's Vineyard. We look forward to coming back to Oyster Pond and staying at this Townhome again!
This house and property could not be any more perfect. The house is decorated really cool and the finishes are top of the line. Everything is in great condition. The condo feels like it was just redone. It feels very fresh. The view is gorgeous too!! Also it’s less then a mile to town. You could easier share with another family but it was so nice having it to ourselves (family of 4).
Terrific vacation in all respects! Host was responsive, location close to Chatham center yet private with assess to tennis, pool and kayaks. Townhouse was lovely -- thoughtful layout, tasteful decor, comfortable furnishings and gourmet kitchen. Lots of attention to detail made for a wonderful vacation.
The pictures honestly don't do this property justice. The house is so well designed and the space available is excellent. The details are just lovely and the kitchen was the best stocked of any rental house I have had. The response by the management team to little issues that came up was superb. I highly recommend this property.
Yes - all of the photos on Homeaway site are perfectly accurate
This town home is just great. Booking to checkin was all very smooth and comfortable as the property management team was very attentive and responsive. Three generations combining a vacation with a family wedding nearby, completely enjoyed this spacious and comfortable vacation home!
John M.
Verified
10/10 Excellent
maggie m.
28 Aug 2018
Wonderful spot for a summer family vacation!
Our family has just returned home today from a wonderful week at Oyster Pond. We loved the location, the beautiful landscaping around the whole complex, and the well-cared for pool. Our kids and the adults alike thought it was an ideal spot for a Cape Cod summer vacation! We found Unit 25 to be fabulous, even more so than these pictures showed! The rooms were spacious, each had their own bathroom, and the linens and towels provided were high quality. The kitchen, dining and living spaces were great for precious family time and we also enjoyed the outdoor spaces which allowed for resting on the back porch, heading to the pool or taking in the view. We also were able to walk around with the kids, have them ride their bikes and run around in the field!
Jonathan (the property manager)’s attention to our every need was so appreciated -- he even took the time to open the garage we had available and let me know that you had done it when it was about to rain. We felt very well cared for and were able to relax during our special family time together!
We look forward to joining you again next summer! Thanks and all our best, from the entire Moore Family!
maggie m.
Response from VrboOwner on 23 Mar 2020
Thank you so much for the kind words! We aim to provide the best experience for families & we look forward to hosting your family again!
Verified
10/10 Excellent
Neeta M.
16 Aug 2018
Beautiful property in Chatham!
Beautiful property - well appointed and close to beaches and Main Street in Chatham. The home is just perfect - we plan to return next summer!
Neeta M.
Stayed 7 nights in Aug 2018
Archival
10/10 Excellent
Allison S.
31 May 2017
These townhouses are lovely!
We rented all three townhouses for a family reunion. The location and amenities are all perfect. We had a great time!